Reacción #725903

Ecuación de reacción

[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester

(4-Isocyanato-phenoxy)-acetic acid methyl ester

→

30

Rendimiento 56.5%

{4-[2-(4-Methoxycarbonylmethoxy-phenylcarbamoyloxy)-ethoxycarbonylamino]-phenoxy}-acetic acid methyl ester

Rendimiento 56.5%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONToluene was distilled off
2. 2
   workup.ADDITIONwater (10 ml) was added
3. 3
   ExtracciónCrude 30 was extracted into chloroform
4. 4
   Secadodried over sodium sulphate
5. 5
   workup.DISTILLATIONdistilled
6. 6
   Otropurified by column chromatography on silica gel

Procedimiento

To [4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester 29 (1 g, 3.72 mmol) in toluene (10 ml) was added (4-Isocyanato-phenoxy)-acetic acid methyl ester 28 (0.8 g, 3.8 mmol) at room temperature and heated to 50° C. for 20 hours. Toluene was distilled off and water (10 ml) was added. Crude 30 was extracted into chloroform, dried over sodium sulphate, distilled and purified by column chromatography on silica gel using chloroform as eluant to get pure 30 (1 g, 56.5%) as a white fluffy powder.

Fuente